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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 529598Generated: October 31, 2026

(S)-3-amino-1-(3-chlorophenyl)azepan-2-one hydrochloride → (4S,7S,10aS)-Methyl 4-((2R,5R)-2,5-dibenzyl-6-((S)-1-(3-chlorophenyl)-2-oxoazepan-3-ylamino)-6-oxohexanamido)-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepine-7-carboxylate

https://huagongshe.com/reaction/529598

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-3-amino-1-(3-chlorophenyl)azepan-2-one hydrochlorideHCID 68291572—
Reactant(2R,5R)-2,5-Dibenzyl-6-((4S,7S,10aS)-7-(methoxycarbonyl)-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepin-4-ylamino)-6-oxohexanoic acidHCID 68311179—
Product(4S,7S,10aS)-Methyl 4-((2R,5R)-2,5-dibenzyl-6-((S)-1-(3-chlorophenyl)-2-oxoazepan-3-ylamino)-6-oxohexanamido)-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepine-7-carboxylateHCID 68311042—

Reaction Steps

(4S,7S,10aS)-Methyl 4-((2R,5R)-2,5-dibenzyl-6-((S)-1-(3-chlorophenyl)-2-oxoazepan-3-ylamino)-6-oxohexanamido)-5-oxooctahydro-2H-pyrido[2,1-b][1,3]thiazepine-7-carboxylate was synthesized as described in General Procedure H using Intermediate 23 (7.0 mg, 0.012 mmol) and Intermediate 49 (3.4 mg, 0.012 mmol) to give a white solid (5.1 mg, 51% yield). Anal. Calcd. for C43H51ClN4O6S m/z 786.4. found: 787.5 (M+H)+; 1H NMR (500 MHz, CDCl3) δ ppm 7.29 (d, J=8.25 Hz, 1H), 7.25-7.18 (m, 5H), 7.18-7.10 (m, 7H), 7.03 (d, J=7.70 Hz, 1H), 6.89 (d, J=6.60 Hz, 1H), 6.79 (d, J=6.60 Hz, 1H), 5.32 (t, J=4.40 Hz, 1H), 5.17-5.12 (m, 1H), 5.03-4.93 (m, 1H), 4.75 (dd, J=9.90, 7.15 Hz, 1H), 3.93 (dd, J=15.40, 11.55 Hz, 1H), 3.68 (s, 3H), 3.58 (dd, J=15.12, 4.67 Hz, 1H), 3.21-3.09 (m, 1H), 2.90-2.76 (m, 3H), 2.76-2.67 (m, 2H), 2.44-2.27 (m, 3H), 2.02-1.97 (m, 2H), 1.97-1.90 (m, 1H), 1.90-1.77 (m, 3H), 1.76-1.46 (m, 11H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346852B2
Source datasetuspto-grants-2016_05
ORD IDord-985f14aaa2b040f286b7a8d8888cba90
Source noteuspto-grants-2016_05